scholarly journals Synthesis of Highly Thermally Stable Daidzein-Based Main-Chain-Type Benzoxazine Resins

Polymers ◽  
2019 ◽  
Vol 11 (8) ◽  
pp. 1341 ◽  
Author(s):  
Mengchao Han ◽  
Sijia You ◽  
Yuting Wang ◽  
Kan Zhang ◽  
Shengfu Yang

In recent years, main-chain-type benzoxazine resins have been extensively investigated due to their excellent comprehensive properties for many potential applications. In this work, two new types of main-chain benzoxazine polymers were synthesized from daidzein, aromatic/aliphatic diamine, and paraformaldehyde. Unlike the approaches used synthesizing traditional main-chain-type benzoxazine polymers, the precursors derived from daidzein can undergo a further cross-linking polymerization in addition to the ring-opening polymerization of the oxazine ring. The structures of the new polymers were then studied by 1H nuclear magnetic resonance spectroscopy (NMR) and Fourier-transform infrared spectroscopy (FT-IR), and the molecular weights were determined by using gel permeation chromatography (GPC). We also monitored the polymerization process by differential scanning calorimetry (DSC) and in situ FT-IR. In addition, the thermal stability and flame-retardant properties of the resulting polybenzoxazines were investigated using TGA and microscale combustion calorimeter (MCC). The polybenzoxazines obtained in this study exhibited a very high thermal stability and low flammability, with a Tg value greater than 400 °C, and a heat release capacity (HRC) value lower than 30 J/(g K).

Coatings ◽  
2018 ◽  
Vol 8 (3) ◽  
pp. 88 ◽  
Author(s):  
Jinyue Dai ◽  
Shimin Yang ◽  
Na Teng ◽  
Yuan Liu ◽  
Xiaoqing Liu ◽  
...  

In this work, several bio-based main-chain type benzoxazine oligomers (MCBO) were synthesized from eugenol derivatives via polycondensation reaction with paraformaldehyde and different diamine. Afterwards, their chemical structures were confirmed by Fourier Transform Infrared Spectroscopy (FT-IR) and Nuclear Magnetic Resonance Spectroscopy (1H-NMR). The curing reaction was monitored by Differential Scanning Calorimetry (DSC) and FT-IR. The polybenzoxazine films were prepared via thermal ring-opening reaction of benzoxazine groups without solvent, and their thermodynamic properties, thermal stability, and coating properties were investigated in detail. Results indicated that the cured films exhibited good thermal stability and mechanical properties, showing 10% thermal weight loss (Td10%) temperature as high as 408 °C and modulus at a room temperature of 2100 MPa as well as the glass transition temperature of 123 °C. In addition, the related coatings exhibited high hardness, excellent adhesion, good flexibility, low moisture absorption, and outstanding solvent resistance.


Materials ◽  
2018 ◽  
Vol 11 (11) ◽  
pp. 2330 ◽  
Author(s):  
Yufei Liu ◽  
Min He ◽  
Daohai Zhang ◽  
Qian Zhao ◽  
Yang Li ◽  
...  

P(N-phenylmaleimide-alt-styrene) (P(NPMI-alt-St)) and P(N-(4-carboxyphenyl)maleimide-alt-styrene) (P(CPMI-alt-St)) were designed and synthesized via free radical copolymerization. Fourier transform infrared spectroscopy (FT-IR), nuclear magnetic resonance spectroscopy (1H NMR and 13C NMR), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC) were used to confirm the structure of P(NPMI-alt-St) and P(CPMI-alt-St). Next, the effect of P(CPMI-alt-St) on the heat deflection temperature (HDT) of nylon 6 was studied. In comparison to the PA6/P(NPMI-alt-St) blend, with the addition of 10 wt %, the HDT value of the PA6/P(CPMI-alt-St) blend increased by 15.7 °C, and the glass transition temperature (Tg) by Dynamic mechanical analysis (DMA) increased 2.3 °C. According to the analysis of DMA, dynamic viscosity, and the SEM of PA6 and its blends, P(CPMI-alt-St) promoted its compatibility with PA6, and promoted the storage modulus and dynamic viscosity of the blends. Thus, the introduction of 4-carboxyl can significantly improve the effect of P(CPMI-alt-St) on the heat resistance modification of nylon 6.


2011 ◽  
Vol 31 (2-3) ◽  
Author(s):  
Sakvai Mohammed Safiullah ◽  
Deivasigamani Thirumoolan ◽  
Kottur Anver Basha ◽  
K. Mani Govindaraju ◽  
Dhanraj Gopi ◽  
...  

Abstract The synthesis of copolymers from different feed ratios of N-(p-bromophenyl)-2- methacrylamide (PBPMA) and glycidyl methacrylate (GMA) was achieved by using free radical solution polymerization technique and characterized using FT-IR, 1H and 13C NMR spectroscopy. The thermal stability of the synthesized copolymers was studied using thermo-gravimetric analysis (TGA) and differential scanning calorimetry (DSC). The molecular weight of the copolymer is determined by gel permeation chromatography (GPC). The corrosion performances of low nickel stainless steel specimens dip coated with different composition of copolymers were investigated in 0.5 M H2SO4 using potentiodynamic polarization and electrochemical impedance spectroscopic (EIS) techniques. The polarization and impedance measurements showed different corrosion protection efficiency with change in composition of the copolymers. It was found that the corrosion protection properties are owing to the barrier effect of the polymer layer covered on the low nickel stainless steel surfaces. However, it is observed that the mole ratio of PBPMA and GMA plays a major role in the protective nature of the copolymer.


2014 ◽  
Vol 1053 ◽  
pp. 268-275
Author(s):  
Hong Wen Zhang ◽  
Shi Long Zhou ◽  
Yang Zhang ◽  
Yan Jiang ◽  
Qiang Yu

Different molecular weight of block coupling agents with well-defined structures have been synthesized successfully by atom transfer radical polymerization (ATRP) from styrene (St), butyl methacrylate (BMA) and 3-methoxyacryloyl-propyltrimethoxyl silicon (KH-570) are as monomer. The structures and compositions of macromolecular coupling agents have been characterized by means of infrared spectrum (FT-IR), ultraviolet spectrum (UV), nuclear magnetic resonance spectroscopy (1H-NMR) and gel permeation chromatography (GPC). And their effects on the polystyrene/silica (PS/SiO2) composite materials have been studied. The results show that interface compatibility and mechanical properties of composite materials containing macromolecule coupling agents are improved significantly. The composite materials with block macromolecular coupling agents possess more excellent comprehensive performance. Furthermore, the impact strength increased by 110% when comparing with composite materials which are not modified by the coupling agents.


2021 ◽  
Vol 29 (9_suppl) ◽  
pp. S1432-S1445
Author(s):  
Ibrahim Erol ◽  
Bayram Gencer ◽  
Zeki Gurler

In this study, 2-{[(2H-1,3-benzodioxol-5-yl)methyl]amino}-2-oxoethyl 2-methylprop-2-enoate (BMAOME) monomer was synthesized, and copolymers were prepared with glycidyl methacrylate (GMA). Structural characterizations of the compounds were performed using FTIR, 1H-, and 13C-NMR techniques. Monomer reactivity ratio values were calculated by Finemann–Ross (FR) and Kelen–Tudos (KT) methods. The Tg value of the polymers was determined by differential scanning calorimetry (DSC) and their thermal stability was determined by thermogravimetric analysis (TGA). The molecular weights (w and n) and polydispersity index of the polymers were determined by gel permeation chromatography. The Ea value of thermal decomposition was determined by using the Ozawa and Kissinger methods. The photo-stability of the copolymers was investigated. Furthermore, the photo-stability of the copolymers and the biological activity of polymers against different types of bacteria and fungi were investigated.


2019 ◽  
Vol 9 (5) ◽  
pp. 881 ◽  
Author(s):  
Zhicong Miao ◽  
Juntao Shi ◽  
Tianjiao Liu ◽  
Peng Li ◽  
Zhiqiang Su ◽  
...  

The conjugation of graphene and polymers has attracted great attention for the fabrication of functional hybrid nanomaterials. Here, we demonstrate the modification of graphene oxide (GO) with adamantane (AMT) through the diimide-activated amidation reaction. The modification of GO with AMT improves the dispersion and decreases the interfacial polarization of GO, causing a lower dielectric constant for the fabricated GO/AMT hybrid materials. The structures of GO/AMT were studied by Fourier transform infrared spectroscopy and Raman spectroscopy. Furthermore, the mechanical properties, thermal stability, and dielectric constant of GO/AMT composites were measured at a low cured temperature using various techniques, such as differential scanning calorimetry, thermogravimetric analysis, and dynamic mechanical thermal analysis. It was found that the synthesized GO/AMT materials with different contents were blended into cyanate ester (CE) resins, resulting in a lower cure temperature, smaller dielectric constant, higher thermal stability, and stronger water resistance. It is expected that this novel GO/AMT-CE material will have potential applications for replacing traditional thermosetting resins.


Polymers ◽  
2019 ◽  
Vol 11 (7) ◽  
pp. 1114 ◽  
Author(s):  
Yani Luo ◽  
Jian Li ◽  
Derong Luo ◽  
Qingliang You ◽  
Zifeng Yang ◽  
...  

A novel tandem catalysis system consisted of salicylaldiminato binuclear/mononuclear titanium and 2,6-bis(imino)pyridyl iron complexes was developed to catalyze ethylene in-situ copolymerization. Linear low-density polyethylene (LLDPE) with varying molecular weight and branching degree was successfully prepared with ethylene as the sole monomer feed. The polymerization conditions, including the reaction temperature, the Fi/Ti molar ratio, and the structures of bi- or mononuclear Ti complexes were found to greatly influence the catalytic performances and the properties of obtained polymers. The polymers were characterized by differential scanning calorimetry (DSC), high temperature gel permeation chromatography (GPC) and high temperature 13C NMR spectroscopy, and found to contain ethyl, butyl, as well as some longer branches. The binuclear titanium complexes demonstrated excellent catalytic activity (up to 8.95 × 106 g/molTi·h·atm) and showed a strong positive comonomer effect when combined with the bisiminopyridyl Fe complex. The branching degree can be tuned from 2.53 to 22.89/1000C by changing the reaction conditions or using different copolymerization pre-catalysts. The melting points, crystallinity and molecular weights of the products can also be modified accordingly. The binuclear complex Ti2L1 with methylthio sidearm showed higher capability for comonomer incorporation and produced polymers with higher branching degree and much higher molecular weight compared with the mononuclear analogue.


2017 ◽  
Vol 30 (4) ◽  
pp. 475-479 ◽  
Author(s):  
Wenxuan Wei ◽  
Li Yang ◽  
Guanjun Chang

Indole-based poly(ether sulfone)s (PINESs), as novel high-performance polymers, have been obtained by the condensation polymerization of 4-hydroxyindole and hydroquinone with activated difluoro monomers via a catalyst-free nucleophilic substitution reaction. The structures of the polymers are characterized by means of Fourier transform infrared and proton nuclear magnetic resonance spectroscopy, and the results show good agreement with the proposed structures. Differential scanning calorimetry and thermogravimetric analysis measurements exhibit that polymers possess high glass transition temperature ( Tgs > 245°C) and good thermal stability with high decomposition temperatures ( Tds > 440°C). In addition, due to their special structure, PINESs are endowed with significantly strong photonic luminescence in N, N-dimethylformamide.


2014 ◽  
Vol 34 (7) ◽  
pp. 583-589 ◽  
Author(s):  
Ai-Yuan Li ◽  
Xiang-Dong Sun ◽  
Hui-Bo Zhang ◽  
Yong-Chun Zhang ◽  
Bin Wang ◽  
...  

Abstract The cationic copolymerization of 1,3-pentadiene (PD) with α-pinene (AP) initiated by aluminum trichloride (AlCl3) was carried out in N-pentane solvent. The effects of the polymerization temperature and the comonomer composition on the yield of the copolymer, softening point, Gardner color scale and number-average molecular weight (Mn) are discussed. The performance of the copolymer was better than that of AP homopolymer (PAP) and PD homopolymer (PPD). The structure of the copolymer was characterized by Fourier transform infrared spectroscopy (FT-IR), 1H-nuclear magnetic resonance (1H-NMR), 13C-NMR, differential scanning calorimetry (DSC) and gel permeation chromatography (GPC). In addition, the reactivity ratios for AP (M1) and PD (M2) determined by the Kelen-Tudos method from low-conversion data are r1=0.58 and r2=5.92, respectively.


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